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Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes
[Display omitted] Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucid...
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Published in: | Bioorganic chemistry 2021-12, Vol.117, p.105399-105399, Article 105399 |
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creator | Peng, Zhong-Can He, Jun Pan, Xue-Ge Zhang, Jia Wang, Yu-Ming Ye, Xian-Sheng Xia, Cong-Yuan Lian, Wen-Wen Yan, Yu He, Xiao-Li Zhang, Wei-Ku Xu, Jie-Kun |
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Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1–11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes. |
doi_str_mv | 10.1016/j.bioorg.2021.105399 |
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Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1–11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes.</description><identifier>ISSN: 0045-2068</identifier><identifier>EISSN: 1090-2120</identifier><identifier>DOI: 10.1016/j.bioorg.2021.105399</identifier><identifier>PMID: 34688131</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>alpha-Glucosidases - metabolism ; Animals ; Anti-inflammatory ; Anti-Inflammatory Agents - chemistry ; Anti-Inflammatory Agents - pharmacology ; Antioxidant ; Antioxidants - chemistry ; Antioxidants - pharmacology ; Biosynthetic pathway ; Cornus - chemistry ; Cornus officinalis ; Diabetes Mellitus, Type 2 - drug therapy ; Diabetes Mellitus, Type 2 - metabolism ; Docking study ; Drug Discovery ; Fruit - chemistry ; Glycoside Hydrolase Inhibitors - chemistry ; Glycoside Hydrolase Inhibitors - pharmacology ; Humans ; Hypoglycemic Agents - chemistry ; Hypoglycemic Agents - pharmacology ; Iridoids - chemistry ; Iridoids - pharmacology ; Mice ; Molecular Docking Simulation ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; RAW 264.7 Cells ; Secoiridoid dimers ; Type 2 diabetes ; α-glucosidase</subject><ispartof>Bioorganic chemistry, 2021-12, Vol.117, p.105399-105399, Article 105399</ispartof><rights>2021 Elsevier Inc.</rights><rights>Copyright © 2021 Elsevier Inc. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c362t-1a81ade37e848b3d0d43f800f2ed0687cb5069cb4ac61eb336c9882e61aa22ed3</citedby><cites>FETCH-LOGICAL-c362t-1a81ade37e848b3d0d43f800f2ed0687cb5069cb4ac61eb336c9882e61aa22ed3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34688131$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Peng, Zhong-Can</creatorcontrib><creatorcontrib>He, Jun</creatorcontrib><creatorcontrib>Pan, Xue-Ge</creatorcontrib><creatorcontrib>Zhang, Jia</creatorcontrib><creatorcontrib>Wang, Yu-Ming</creatorcontrib><creatorcontrib>Ye, Xian-Sheng</creatorcontrib><creatorcontrib>Xia, Cong-Yuan</creatorcontrib><creatorcontrib>Lian, Wen-Wen</creatorcontrib><creatorcontrib>Yan, Yu</creatorcontrib><creatorcontrib>He, Xiao-Li</creatorcontrib><creatorcontrib>Zhang, Wei-Ku</creatorcontrib><creatorcontrib>Xu, Jie-Kun</creatorcontrib><title>Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes</title><title>Bioorganic chemistry</title><addtitle>Bioorg Chem</addtitle><description>[Display omitted]
Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1–11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes.</description><subject>alpha-Glucosidases - metabolism</subject><subject>Animals</subject><subject>Anti-inflammatory</subject><subject>Anti-Inflammatory Agents - chemistry</subject><subject>Anti-Inflammatory Agents - pharmacology</subject><subject>Antioxidant</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - pharmacology</subject><subject>Biosynthetic pathway</subject><subject>Cornus - chemistry</subject><subject>Cornus officinalis</subject><subject>Diabetes Mellitus, Type 2 - drug therapy</subject><subject>Diabetes Mellitus, Type 2 - metabolism</subject><subject>Docking study</subject><subject>Drug Discovery</subject><subject>Fruit - chemistry</subject><subject>Glycoside Hydrolase Inhibitors - chemistry</subject><subject>Glycoside Hydrolase Inhibitors - pharmacology</subject><subject>Humans</subject><subject>Hypoglycemic Agents - chemistry</subject><subject>Hypoglycemic Agents - pharmacology</subject><subject>Iridoids - chemistry</subject><subject>Iridoids - pharmacology</subject><subject>Mice</subject><subject>Molecular Docking Simulation</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>RAW 264.7 Cells</subject><subject>Secoiridoid dimers</subject><subject>Type 2 diabetes</subject><subject>α-glucosidase</subject><issn>0045-2068</issn><issn>1090-2120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kcuO1DAQRS0EYpqBP0DISzZp_EjczgYJtXhJI7EA1pZjl2eqlcTBdkDzE3wzjjKwZOWS69y6qrqEvOTsyBlXby7HAWNMt0fBBK9fnez7R-TAWc8awQV7TA6MtV0jmNJX5FnOF8Y4b0_qKbmSrdKaS34gv7-Ci5jQR_TU4wQpUzt7Wu4AE60OtzBDQUeXBG5NOdZ-SHHagFqsWDKNgZ5jmtetCuhwtiNm-gvLHV1igbmgHTc-2QXWbRaEAG4TzrTcL0BFdbYDFMjPyZNgxwwvHt5r8v3D-2_nT83Nl4-fz-9uGieVKA23mlsP8gS61YP0zLcyaMaCAF_XPbmhY6p3Q2ud4jBIqVyvtQDFrRWVkdfk9T53SfHHCrmYCbODcbQzxDUb0elOKtZ1qqLtjroUc04QzJJwsunecGa2JMzF7EmYLQmzJ1Flrx4c1mEC_0_09_QVeLsDUPf8iZBMdgizA4_11MXURP7v8AeX458e</recordid><startdate>202112</startdate><enddate>202112</enddate><creator>Peng, Zhong-Can</creator><creator>He, Jun</creator><creator>Pan, Xue-Ge</creator><creator>Zhang, Jia</creator><creator>Wang, Yu-Ming</creator><creator>Ye, Xian-Sheng</creator><creator>Xia, Cong-Yuan</creator><creator>Lian, Wen-Wen</creator><creator>Yan, Yu</creator><creator>He, Xiao-Li</creator><creator>Zhang, Wei-Ku</creator><creator>Xu, Jie-Kun</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>202112</creationdate><title>Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes</title><author>Peng, Zhong-Can ; He, Jun ; Pan, Xue-Ge ; Zhang, Jia ; Wang, Yu-Ming ; Ye, Xian-Sheng ; Xia, Cong-Yuan ; Lian, Wen-Wen ; Yan, Yu ; He, Xiao-Li ; Zhang, Wei-Ku ; Xu, Jie-Kun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c362t-1a81ade37e848b3d0d43f800f2ed0687cb5069cb4ac61eb336c9882e61aa22ed3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>alpha-Glucosidases - metabolism</topic><topic>Animals</topic><topic>Anti-inflammatory</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>Antioxidant</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - pharmacology</topic><topic>Biosynthetic pathway</topic><topic>Cornus - chemistry</topic><topic>Cornus officinalis</topic><topic>Diabetes Mellitus, Type 2 - drug therapy</topic><topic>Diabetes Mellitus, Type 2 - metabolism</topic><topic>Docking study</topic><topic>Drug Discovery</topic><topic>Fruit - chemistry</topic><topic>Glycoside Hydrolase Inhibitors - chemistry</topic><topic>Glycoside Hydrolase Inhibitors - pharmacology</topic><topic>Humans</topic><topic>Hypoglycemic Agents - chemistry</topic><topic>Hypoglycemic Agents - pharmacology</topic><topic>Iridoids - chemistry</topic><topic>Iridoids - pharmacology</topic><topic>Mice</topic><topic>Molecular Docking Simulation</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>RAW 264.7 Cells</topic><topic>Secoiridoid dimers</topic><topic>Type 2 diabetes</topic><topic>α-glucosidase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peng, Zhong-Can</creatorcontrib><creatorcontrib>He, Jun</creatorcontrib><creatorcontrib>Pan, Xue-Ge</creatorcontrib><creatorcontrib>Zhang, Jia</creatorcontrib><creatorcontrib>Wang, Yu-Ming</creatorcontrib><creatorcontrib>Ye, Xian-Sheng</creatorcontrib><creatorcontrib>Xia, Cong-Yuan</creatorcontrib><creatorcontrib>Lian, Wen-Wen</creatorcontrib><creatorcontrib>Yan, Yu</creatorcontrib><creatorcontrib>He, Xiao-Li</creatorcontrib><creatorcontrib>Zhang, Wei-Ku</creatorcontrib><creatorcontrib>Xu, Jie-Kun</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peng, Zhong-Can</au><au>He, Jun</au><au>Pan, Xue-Ge</au><au>Zhang, Jia</au><au>Wang, Yu-Ming</au><au>Ye, Xian-Sheng</au><au>Xia, Cong-Yuan</au><au>Lian, Wen-Wen</au><au>Yan, Yu</au><au>He, Xiao-Li</au><au>Zhang, Wei-Ku</au><au>Xu, Jie-Kun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes</atitle><jtitle>Bioorganic chemistry</jtitle><addtitle>Bioorg Chem</addtitle><date>2021-12</date><risdate>2021</risdate><volume>117</volume><spage>105399</spage><epage>105399</epage><pages>105399-105399</pages><artnum>105399</artnum><issn>0045-2068</issn><eissn>1090-2120</eissn><abstract>[Display omitted]
Cornusdiridoid A-F (1–6), six unusual cornuside-morroniside secoiridoid dimers, and their possible new biogenetic precursor, 3″,5″-dehydroxycornuside (7), together with four known secoiridoids (8–11), were obtained from the fruits of Cornus officinalis. Their structures were elucidated on the basis of various spectroscopic and chemical methods. A plausible biosynthetic pathway of compounds 1–11 was proposed. The α-glucosidase inhibitory, antioxidant and anti-inflammatory activities of these isolates were evaluated. Some of them emerged out as potent antidiabetic, anti-inflammatory and free radical scavenging agents. Molecular docking was also carried out for antidiabetic target α-glucosidase to investigate the possible binding modes of the most potent α-glucosidase inhibitor, vincosamide (9). These results revealed that the secoiridoids from C. officinalis fruits may be served as new potential antidiabetic agents to prevent and treat type 2 diabetes.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>34688131</pmid><doi>10.1016/j.bioorg.2021.105399</doi><tpages>1</tpages></addata></record> |
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subjects | alpha-Glucosidases - metabolism Animals Anti-inflammatory Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - pharmacology Antioxidant Antioxidants - chemistry Antioxidants - pharmacology Biosynthetic pathway Cornus - chemistry Cornus officinalis Diabetes Mellitus, Type 2 - drug therapy Diabetes Mellitus, Type 2 - metabolism Docking study Drug Discovery Fruit - chemistry Glycoside Hydrolase Inhibitors - chemistry Glycoside Hydrolase Inhibitors - pharmacology Humans Hypoglycemic Agents - chemistry Hypoglycemic Agents - pharmacology Iridoids - chemistry Iridoids - pharmacology Mice Molecular Docking Simulation Plant Extracts - chemistry Plant Extracts - pharmacology RAW 264.7 Cells Secoiridoid dimers Type 2 diabetes α-glucosidase |
title | Secoiridoid dimers and their biogenetic precursors from the fruits of Cornus officinalis with potential therapeutic effects on type 2 diabetes |
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